Sweeney, Joseph B., Tavassoli, Ali, Carter, Neil B. and Hayes, Jerome F. (2002) [2,3]-Sigmatropic rearrangements of didehydropiperidinium ylids. Tetrahedron, 58 (51). pp. 10113-10126. ISSN 0040-4020
Metadata only available from this repository.Abstract
The [2,3]-sigmatropic rearrangements of ammonium ylids derived from 1,2,5,6-tetrahydropyridine have been studied: both rearrangement and elimination processes are observed, with rearrangement favoured when aprotic solvents are used in the reaction. The presence of anion-stabilizing substituents on the nucleophilic carbon atom of the intermediate ylid species involved in the tranformation also engenders rearrangement; when certain aryl substituents or two anion-stabilizing groups are present, elimination is not observed, and electron-donating ylid substituents retard rearrangement whilst enhancing elimination.
Item Type: | Article |
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Subjects: | Q Science > QD Chemistry |
Schools: | School of Applied Sciences |
Related URLs: | |
Depositing User: | Joseph Sweeney |
Date Deposited: | 18 Oct 2012 10:38 |
Last Modified: | 28 Aug 2021 11:22 |
URI: | http://eprints.hud.ac.uk/id/eprint/15282 |
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